Central America & the Caribbean Luxury Relaxing Retreat Trips & Packages Tours & Trips

24 Central America & the Caribbean Luxury Relaxing Retreat Trips & Packages trips. Tours from 9 tour companies. 111 reviews.

24 Trips match your criteria (1 - 20 shown)

Guatemala: See & Experience it ALL in 8 Days, 1st Class Custom Tours
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Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • A Helicopter Ride Over Ancient Temples Found Deep in the Jungle
  • Watching an Active Volcano Erupt in the Middle of the Night (optional)
  • Hanging Out with Hippies in the Village of San Marcos
  • A Visit to the Country’s Biggest Indigenous Market
  • A Full-Day & Private Tour of Guatemala’s Showcase City, Colonial Antigua
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Costa Rica: See & Experience it ALL in 11 Days, 1st Class Custom Tours
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Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Canyoning in the “Lost Canyon”
  • Zip-Lining with Tropical Plants & Exotic Animals Below You
  • Sunset Catamaran Cruise with Appetizers & an Open Bar
  • Guided Walking Tour Along Hanging Bridges Deep in the Jungle
  • Hiking Around Massive Volcanoes
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Belize: See & Experience it ALL in 10 Days, 1st Class Custom Tours
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Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Great Blue Hole Flight-Seeing Tour (optional)
  • Swimming with Sharks & Sting Rays
  • Snorkeling in the World’s Second Largest Barrier Reef
  • Visiting Impressive Archaeological Sites
  • Coming in Contact with Black Howler Monkeys
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Themes

Cultural, Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Dominican Republic: See & Experience Almost it ALL in 6 Days, 1st Class Custom Tours
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Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Catamaran Rides to Unspoiled Islands
  • Open Bars on Speedboats & on Exotic Beaches
  • A Tour Guide & Driver in Colonial Santo Domingo
  • Visiting an Italianate-Looking Village
  • Lunch Buffets & Delicious Food
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Themes

Family Friendly, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Costa Rica Nature Lovers
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Small Group Tour
Why we love them
They create highly personalized trips across all needs from family travel to luxury, food, diving, adventures and more.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Tortuguero National Park
  • Arenal Volcano
  • Turtle National Park
  • You'll see birds, monkeys and other animals in their natural habitat along the trek

Themes

Nature & Wildlife, National Parks

What travelers are saying

"The brilliant excursions! Dear Richele! I am writing you with gratitude for organizing the brilliant excursions for our group of 16 people! They came back from Brazil very happy and really satisfied! So, many-many thanks to you and your wonderful team! Looking forward to our next cooperation) Kind Regards, Anna Zboranska Exotic Department TRAVEL PROFESSIONAL GROUP"

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Best of Curacao
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Self-Guided / Independent Tour
Why we love them
Their accessibility specialists have traveled with their own disabilities so they have a deep understanding of how to accommodate different needs.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Curacao
  • Enjoy Sea Aquarium
  • Visit West side tour
  • Visit East side tour

Themes

Relaxing Retreats, Accessible & Limited Mobility

What travelers are saying

"I recently booked a trip to Mexico with Tarita for my family. I use a wheelchair and have two small children, and Tarita was a wealth of knowledge about which resorts would be both accessible AND kid friendly, which was awesome. Access was at the top of her list and she handled all the details. Really happy that I found her!"

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Costa Rica: Nature & Wildlife
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Private Guided
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Venture into the heart of Monteverde's world-famous cloud forest with a private guide.
  • Explore the birdwatcher's paradise of Curi-Cancha and the Macaw Recovery Network.
  • Enjoy an unforgettable elevated dining experience above the forest canopy.
  • Unwind at Punta Islita with expert spa pampering and a selection of nature-focused activities.
  • Stay at a curated collection of premier accommodations.

Themes

Nature & Wildlife, Safari

What travelers are saying

"Our experience with Kensington Tours, specifically Lily Baffour was amazing. The planning of the trip was impeccable, she recommended a good time frame to travel, put together an unforgettable itinerary, was extremely timely in answering all of our questions. The hotels, transportation, private tour guide, and lunch were all included the price. We stayed at the Kempinski Hotel which far exceed our expectations. Our tour guide Pius was exceptional, he was VERY knowledgeable about the Ghanaian history and culture due to him the tours were life changing. We went on this trip with lifelong friends and were so glad that we shared this trip of a lifetime with them. We will definitely use Lily and Kensington Tours for future travels."

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Costa Rica - Rainforest Adventure
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Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Explore Tortuguero National Park and its jungle canals
  • Enjoy Arenal and Poas Volcanoes
  • Wildlife viewing, tropical forest walk & rafting at Sarapiqui
  • Enjoy the world-famous Eco-Termales Hot Water Springs
  • Visit a local community untouched by tourism
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Themes

Cultural, Nature & Wildlife, 50 Plus, National Parks

What travelers are saying

"I paid for the Nepal trip then saw news of monsoon rain, flooding, landslides, 200+ dead. I was told by Elder Treks that they would not cancel the trip. However I did not feel comfortable going especially when weather reports were for more rain. They would not credit me or even allow me to switch to another tour. Because they wouldn't even allow me to switch tours when my concerns were valid, I would not recommend, nor use Elder Treks again."

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Best Central America & the Caribbean Luxury Relaxing Retreat Trips & Packages Tours by Duration

Central America & the Caribbean Luxury Relaxing Retreat Trips & Packages Reviews

T

Tom Walker

Feb 2023

Written on

CharlieTheTraveler balanced nature and culture in this Guatemala trip.

CharlieTheTraveler balanced nature and culture in this Guatemala trip. It was awesome to go on the exhilarating excursions. I could not believe all of this way for o...

B

Brianna M.

Feb 2023

Written on

The company was well-organized and I enjoyed every activity they planned for this trip!

Although I have a friend from Guatemala who has told how magnificent the country is, I had never gone. One night I was doing research when I came across CharlieTheTr...

K

Kelly E.

Feb 2023

Written on

CharlieTheTraveler has all positive reviews online, which made it an easy choice to book my Guatemala trip through them.

CharlieTheTraveler has all positive reviews online, which made it an easy choice to book my Guatemala trip through them. They ensured I was safe throughout the trip ...

J

Jon H.

Feb 2023

Written on

The Guatemala trip through CharlieTheTraveler had so much packed into 6 days.

The Guatemala trip through CharlieTheTraveler had so much packed into 6 days. I had such a good time on each daytrip and going to each attraction. I was intrigued by...

R

Rachel G.

Feb 2023

Written on

I don’t think I can ever take a vacation without this assistance from this company again!

I don’t travel a lot, but after booking through CharlieTheTraveler, the company kept in contact with me to answer any questions and let me know how to prepare for my...

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